590 Pleasant Ave

Santa Rosa, CA 95403

$1,590,000
Price
4
Beds
4,178 Sq. Ft.
$381 / Sq. Ft.
4,178
Sq. Ft.
$381
per Sq. Ft.
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Permitted as an office.

Description

Welcome to the Shiloh Vineyard estate. This property presents a rare opportunity to reimagine a spacious 4,178+/-sf main structure on over 7 acres of rolling meadow with breathtaking sunset views overlooking beautiful vineyards. The home is known to be very well built with signature engineering elements like low voltage switching, spray in wall insulation, heated floors in garage conversion, the use of pool water to cool the home, the design of the above ground pool has been extremely effective in...Welcome to the Shiloh Vineyard estate. This property presents a rare opportunity to reimagine a spacious 4,178+/-sf main structure on over 7 acres of rolling meadow with breathtaking sunset views overlooking beautiful vineyards. The home is known to be very well built with signature engineering elements like low voltage switching, spray in wall insulation, heated floors in garage conversion, the use of pool water to cool the home, the design of the above ground pool has been extremely effective in preventing plaster cracking, and more. There are also two additional assessory structures on the property. One is a tunnel dehydrator used back in the day for drying prunes totaling about 737+/-sf and a 1,200+/-sf shed with bathroom. Property also has ample on-site water storage. Nestled in Sonoma County's world-class wine country, the property offers a tranquil setting, natural beauty, and lots of long-term potential. The on-site vines are professionally managed under an agricultural lease, blending lifestyle and agricultural benefits seamlessly. The estate includes a main residence ready for your vision to come to life with renovations already underway like the kitchen being demoed, acoustic ceilings scraped, some flooring and sheetrock removed. There is also an outbuilding offering a blank slate to create a separate space, a rustic barn, and ample room for expansion perfect for contractors, investors, or buyers looking to craft a custom wine country retreat. Conveniently located just minutes from Windsor and Santa Rosa, the property provides easy access to Highway 101, top-rated schools, shopping, dining, and daily amenities. Santa Rosa serves as the gateway to Sonoma County's celebrated wine regions and vibrant downtown, with restaurants, cultural attractions, and local charm nearby. This is a rare chance to transform a vineyard-view estate in a highly desirable location offering rural tranquility with the convenience of town nearby, ideal for a private estate, investment project, or dream wine country home.
  1. Listed by Marshall Mello • DRE #01815138 • Brokerage DRE #01980230 • Sterling California Properties

Property Details for 590 Pleasant Avenue

View Description
Vineyard
Cross Street
Chalk Hill
Total Parking Spaces
10
LISTING UPDATED: 03/28/2026 12:20 PM

Property Details for 590 Pleasant Avenue

StatusActive
MLS #326024832
Days on Compass4
Taxes-
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential / Single Family Residence
Year Built1981
Lot Size7.12 AC / 310,147 SF
CountySonoma County
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Location

Listing Courtesy of Sterling California Properties, Marshall Mello, DRE #01815138
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Building Information for 590 Pleasant Avenue

Stories2Year Built1981Building Size-Lot Size7.12 AC / 310,147 SF

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$9,110 per month

30 year fixed, 6.11% Interest

Principal and Interest

$7,716

Property Taxes

$1,394

HOA Dues

$0

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Property Information for 590 Pleasant Avenue

Summary
Location and General Information
  • Area/District: Windsor
  • Area Short Display: B0600
  • Directions to Property: From Hwy 101, take the Shiloh Rd exit and head west. Turn right on Old Redwood Hwy, then left on Pleasant Ave. Continue to 590 Pleasant Ave on your right.
  • Area Long Display: Windsor
Taxes and HOA Information
  • Association: No
  • Association Fee: $0
  • APN: 163-180-016-000
Parking
  • Parking Features: Covered, Garage Facing Front, Uncovered Parking Space
  • Carport Spaces: 4
  • Garage Spaces: 0
  • Open Parking Spaces: 0
Virtual Tour
  • Virtual Media Count: 0
Property
Lot Information
  • Square Footage: 4178.0
  • Square Footage Source: Assessor Agent-Fill
  • Year Built Source: Assessor Auto-Fill
  • Lot Size Source: Assessor Auto-Fill
  • Lot Size Square Feet: 310147.0
  • Lot Features: Private
Property and Assessments
  • Senior Community: No
  • Current Use: Vineyard
  • Picture Count: 60
  • Property Disclaimer: All data, photos, visualizations, and information regarding a property, including the property's compliance with state and local legal requirements and all measurements and calculations of area, have been obtained from various sources, and may include such material that has been generated by use of artificial intelligence. Such information and material have not been and will not be verified for accuracy by the listing broker or the multiple listing service, and are not guaranteed as complete, accurate or reliable. Such information and material should be independently reviewed and verified for accuracy. This information and material are intended for the personal use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Utilities
  • Electric: Generator
  • Sewer: Septic System
  • Water Source: Well
  • Utilities: Electric, Propane Tank Owned
Interior and Exterior Features
Exterior Features
  • Driveway/Sidewalks: Gated
  • Stories: 2
  • Levels: 2 Story
  • Lower Level: Bedroom(s), Full Bath(s), Street Entrance
  • Main Level: Bedroom(s), Family Room, Full Bath(s), Kitchen, Living Room, Primary Bedroom, Partial Bath(s), Street Entrance
  • Patio And Porch Features: Covered Deck
  • Pool: Yes
  • Pool Features: Above Ground, Pool Cover
  • Pool: Yes
Interior Features
  • Heating: Fireplace(s)
  • Cooling: Ceiling Fan(s)
  • Basement: None
  • Full Bathrooms: 3
  • Half Bathrooms: 0
  • Bathrooms: 3.0
  • Bedrooms: 4
  • Fireplace Features: Family Room
  • Fireplace: Yes
  • Laundry Features: Hookups Only
  • # of Fireplaces: 1
  • # of Rooms: 0
Multi Family
Multi-Family Information
  • # of Units: 0
Multi-Family Additional Information
  • 2nd Unit Approx SqFt: 0.0
  • 2nd Unit Rents for: $.00
Unit 2
  • ADU/2nd Unit: No

Property History for 590 Pleasant Avenue

DateEvent & SourcePriceAppreciation
Mar 26, 2026

Listed (Active)

REBAREIS #326024832

$1,590,000—
Jun 7, 2024

Sold (Public Record)

Public Record #1534771982

$1,365,000

-11.7% / yr

Nov 1, 2013

Sold

REBAREIS #21309133

$5,100,000—
Nov 1, 2013

Sold

RESFAR #21309133

$5,100,000—
Oct 31, 2013

Sold (Public Record)

Public Record #371206564

$5,100,000—
Sep 12, 2013

Pending

RESFAR #21309133

—
Sep 12, 2013

Pending

REBAREIS #21309133

—
Apr 25, 2013

Listed (Active)

RESFAR #21309133

$5,995,000—
Apr 25, 2013

Listed (Active)

REBAREIS #21309133

$5,995,000—
DateEvent & SourcePrice
03/26/2026

Listed (Active)

REBAREIS #326024832

$1,590,000
06/07/2024

Sold (Public Record)

Public Record #1534771982

$1,365,000

-11.7% / yr

11/01/2013

Sold

REBAREIS #21309133

$5,100,000
11/01/2013

Sold

RESFAR #21309133

$5,100,000
10/31/2013

Sold (Public Record)

Public Record #371206564

$5,100,000
09/12/2013

Pending

RESFAR #21309133

—
09/12/2013

Pending

REBAREIS #21309133

—
04/25/2013

Listed (Active)

RESFAR #21309133

$5,995,000
04/25/2013

Listed (Active)

REBAREIS #21309133

$5,995,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 590 Pleasant Avenue

Taxable ValueLand$678,300Additions$714,000Total$1,392,300
Tax Record2025$16,732 ($1,394 / month)
Home Facts
Baths2.5Total Finished SqFt4,072 SqFtAbove Grade Finished SqFt4,072 SqFtStories2Lot Size310,147 SqFtStyleVines and Bush FruitsYear Built1981Year Renovated2000CountySONOMAAPN163-180-016-000Fireplace TypeHas Fireplace

Schools near 590 Pleasant Avenue

This home is within Windsor Unified School District.
Rating
School
Type
Grades
Distance
Mattie Washburn Elementary School
Public - K to 2
Brooks Elementary School
Public - 3 to 5
Windsor Middle School
Public - 6 to 8
Windsor High School
Public - 9 to 12
Rating
School
Distance
Mattie Washburn Elementary School
PublicK to 2

Brooks Elementary School
Public3 to 5

Windsor Middle School
Public6 to 8

Windsor High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 590 Pleasant Avenue, Santa Rosa, CA 95403

590 Pleasant Avenue is a single family home for sale in Santa Rosa, CA 95403. This property was listed for sale on March 26, 2026 by Sterling California Properties, it's currently listed at $1,590,000. It has been on the market for a total of 4 days and was last sold on June 7, 2024. This listing's school district is Windsor Unified School District. Nearby schools include Mattie Washburn Elementary School, Brooks Elementary School and Windsor Middle School. 590 Pleasant Avenue is a 4-bed, 3-bath, 4,178 sqft single family home built in 1981.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Sterling California Properties, Marshall Mello, DRE #01815138

Based on information from one of the following Multiple Listing Services: San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by San Francisco Association of Realtors, the MLSListings MLS, the BAREIS MLS, the EBRD MLS, Shasta Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.